Things to do in Downtown

Friday, Dec 11

Portland Jazz Orchestra Holiday Show – Night 2

One Longfellow Square

Don't miss the second night of the Portland Jazz Orchestra's holiday show at One Longfellow Square. A treat for jazz fans.

Sunday, Dec 13

S. Carey with special guest Hrishikesh Hirway

One Longfellow Square

Enjoy a live performance by S. Carey and special guest Hrishikesh Hirway at One Longfellow Square.

Monday, Dec 14

Lúnasa – An Irish Solstice Celebration: Night 1

One Longfellow Square

Join Lúnasa for an Irish solstice celebration featuring live music at One Longfellow Square.

Tuesday, Dec 15

Lúnasa – An Irish Solstice Celebration: Night 2

One Longfellow Square

Celebrate the Irish solstice with Lúnasa's live music performance at One Longfellow Square.

Thursday, Dec 17

The 17th Annual Ciclismo Classico Bike Travel Film Festival

One Longfellow Square

Enjoy inspiring travel films at the 17th Annual Ciclismo Classico Bike Travel Film Festival.

Friday, Dec 18

Jellyfish Rave

Flask Lounge

Join the Jellyfish Rave at Flask for a night of nautical fun with drink specials and costume encouragement. Ideal for party enthusiasts.

Friday, Dec 18

Springtide

One Longfellow Square

Experience a concert by Springtide featuring fiddle, cello, and guitar at One Longfellow Square.

Saturday, Dec 19

Julia Haven Holiday Concert

One Longfellow Square

Join Julia Haven for a holiday concert at One Longfellow Square. A festive event for music fans.

Sunday, Dec 20

Windborne: Music of Midwinter

One Longfellow Square

Experience Windborne's celebration of song for the winter season at One Longfellow Square. A heartfelt musical event.

Saturday, Dec 26

A Love Letter to Bonnie Raitt presented by Katie Matzell & The Fundamental Things – NIGHT 1

One Longfellow Square

Enjoy a tribute to Bonnie Raitt by Katie Matzell & The Fundamental Things at One Longfellow Square.

Sunday, Dec 27

A Love Letter to Bonnie Raitt presented by Katie Matzell & The Fundamental Things – NIGHT 2

One Longfellow Square

Join Katie Matzell & The Fundamental Things for a tribute to Bonnie Raitt at One Longfellow Square.

Wednesday, Dec 30

Nathaniel Plocinski Quartet

Blue Portland Maine

Enjoy a classical performance by Elements Quartet in downtown Portland. Perfect for classical music lovers.

Thursday, Dec 31

New Year's Eve

Pizzaiolo

Celebrate New Year's Eve with food and festivities at Pizzaiolo. A great option for those looking to ring in the new year.

Thursday, Dec 31

A Havana New Year’s Eve Bash with Primo Cubano!

One Longfellow Square

Dance the night away at the Havana New Year's Eve Bash with Primo Cubano. Perfect for those who love Latin music and festivities.

Friday, Jan 8

LEAF Peeping Pass – All 5 LEAF Headlining Shows (20% Off)

One Longfellow Square

Enjoy five headlining shows with the LEAF Peeping Pass at One Longfellow Square. A great option for music lovers.

Saturday, Jan 9

Sigrid Sibley with special guest Rot on the Vine

One Longfellow Square

Enjoy a headlining show with Sigrid Sibley at One Longfellow Square. A must-see for fans of local music.

Friday, Jan 15

Open The Door For Three

One Longfellow Square

Experience a night of Irish music with Open The Door For Three at One Longfellow Square. Great for fans of folk music.

Saturday, Jan 16

Heather Lynn with special guest Renaissance Girlfriend

One Longfellow Square

Enjoy a headlining show by Heather Lynn as part of the Longfellow Emerging Artist Fellowship. A great night for live music fans.

Friday, Jan 22

Red Skies

One Longfellow Square

Enjoy a night of bluegrass music with Red Skies at One Longfellow Square. Perfect for folk music enthusiasts.

Saturday, Jan 23

Lolabelle

One Longfellow Square

Catch Lolabelle live at One Longfellow Square. Enjoy a vibrant evening of music in a cozy setting.

Friday, Jan 29

Thomas Charles Clukey

One Longfellow Square

Catch Thomas Charles Clukey live at One Longfellow Square as part of the Longfellow Emerging Artist Fellowship.

Saturday, Jan 30

Melvin Gradiz Band EP Release Show

One Longfellow Square

Join the Melvin Gradiz Band for their EP release show at One Longfellow Square. A great night for music fans.

Thursday, Feb 4

Palaver Strings Quartet: (R)evolution: Revelation ft. Liz Knowles

One Longfellow Square

Experience a captivating performance by Palaver Strings Quartet featuring Liz Knowles. Ideal for classical music lovers and cultural enthusiasts.

Friday, Feb 5

Ryan Montbleau (solo)

One Longfellow Square

Experience Ryan Montbleau live at One Longfellow Square. A great event for fans of folk and acoustic music.

Tuesday, Feb 9

National Pizza Day

Pizzaiolo

Celebrate National Pizza Day at Pizzaiolo in Downtown Portland. A great event for pizza lovers and food enthusiasts.

Saturday, Feb 13

Antje Duvekot & Seth Glier

One Longfellow Square

Enjoy a night of folk and acoustic music with Antje Duvekot and Seth Glier in Portland. Perfect for folk music enthusiasts.

Sunday, Feb 14

Tom DiMenna presents: Story Songs of the 70’s: Cat Stevens, Gordon Lightfoot and Harry Chapin

One Longfellow Square

Join Tom DiMenna for a nostalgic concert featuring songs from iconic 70's songwriters. A treat for folk music fans and nostalgia lovers.

Sunday, Feb 14

Gabe Dixon

One Longfellow Square

Enjoy a live performance by Gabe Dixon at One Longfellow Square, featuring his soulful songwriting and warm vocals.